Studies with Condensed Thiophenes: Reactivity of Condensed Aminothiophenes toward Carbon and Nitrogen Electrophiles

The condensed aminothiophenes 5–7a,b react with 1,4-naphthoquinone in refluxing ethanol to yield products of addition followed by hydrogen sulfide elimination in a Diels–Alder type reaction. When the reaction is carried out under microwave irradiation a dipolar addition occurred affording products o...

Full description

Saved in:
Bibliographic Details
Published in:Journal of chemical research 2005-01, Vol.2005 (1), p.23-26
Main Authors: Al-Saleh, Balkis, Abdelkhalik, Mervat M., El-Apasery, Morsy A., Elnagdi, Mohamed H.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The condensed aminothiophenes 5–7a,b react with 1,4-naphthoquinone in refluxing ethanol to yield products of addition followed by hydrogen sulfide elimination in a Diels–Alder type reaction. When the reaction is carried out under microwave irradiation a dipolar addition occurred affording products of substitution at C-l. Compounds 5–7a,b coupled with aromatic diazonium salts to yield arylazo derivatives 15 and 16 where coupling occurred at C-1. The condensed aminothiophenes 5–7a,b reacted with dimethylformamide dimethylacetal to yield amidines 17–19.
ISSN:1747-5198
2047-6507
DOI:10.3184/0308234053431103